You had asked us some time back, whether you were gay. It seems that you have figured out that you are or at least would like to try out the experience.
I have just now posted a detailed Article in the Sex Education Column on the subject. I strongly recommend that you read it. It will give you an idea of what you should expect medically. By the way have you even decided whether you will be a Top or a Bottom? Or what these Terms mean?
But, I am aware that what you are looking for is Advice on what precautions you should take before you meet your friend what this experience.
Firstly, Do you know this Person? How well? Have you even met him before? Do NOT go for a stranger. There is too much risk involved.
Let A Friend Know What’s Going On:
Take a screen shot of this person and give it to your friend. Give the details of the Address you are meeting to your Friend. All this is for your safety. Too often we have heard of blackmail taking place in such scenarios.
Avoid Anonymous Encounters
Never meet up with a total Stranger, who you met online. Most Photos posted online are fake. Always meet before hand for a cup of coffee to know the Person and his background. Do not meet at your Apartment or his. Meet at a mutually agreed place. While entering the Hotel, enter together so that the Hotel Clerk can see you both and may be recollect the image, if things go wrong.
Engaging in this particular type of hookup leaves you more open to robbery and sexual assault, and leaves you in the most vulnerable position you could be in. If this is really your thing, engage in it with a trusted bud and make it a part of the fantasy so you can have the hot sex with only the idea of the danger.
Trust Your Gut Feeling at the First Meeting
Even when you’re talking to a guy online your instincts can tell you whether or not there’s a “creep factor” that you can’t shake off. If you get even a hint that there is something not right about the situation, don’t go.
Do not carry valuables with you like an expensive watch or a Mobile or Credit Cards while going on such encounters.
Ensure that he is of Legal Age. Being caught in a Raid with an under-aged Kid, can get you into lots of trouble with the Law.
Finally, leave out Booze or Drugs at such encounters. You are already taking such risks. Why add more?